
Sarasota Area Rentals

- From $151 per night (USD)
VRBO
Charming 2-bedroom 2 bath home just 5 min from the beach! \n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your cozy getaway awaits in the quaint little town of Englewood. With 2 bedrooms featuring a king and queen bed, this am ...
From $151 per night (USD)VRBO
- From $90 per night (USD)
VRBO
Charming studio on the Myakka River,\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This Charming studio on the Myakka River, is the perfect home base for your trip to Venice, FL. Nestled in a serene sett ...
From $90 per night (USD)VRBO
- From $289 per night (USD)
VRBO
Aqua Vista Too - beautifully furnished lake front home close to Manasota Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Your serene lakefront oasis, just a mile from Manasota Beach. Imagine waking up to stunning sunrise views over the water ...
From $289 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Charming 3-bedroom townhome with Hot Tub and WiFi in beautiful Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This Sarasota townhome boasts 3 inviting bedrooms, including 1 king bed and 3 queen beds. The property features amenitie ...
From $260 per night (USD)Expedia
- From $688 per night (USD)
VRBO
Cast A Waves 1 Block from beach.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy Siesta Key with luxury! This beautiful Townhouse is located just 3 blocks from Siesta Key Village (with shops and ...
From $688 per night (USD)VRBO
- From $175 per night (USD)
Expedia
Beautiful lakefront home in Toscana Isles - Breeze By The Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Breeze By The Lake! Professionally managed by Gulf Coast Vacation Rentals. This stunning lakefront 3-bedroom, ...
From $175 per night (USD)Expedia
- From $303 per night (USD)
VRBO
Escape to Paradise: Charming 2BR Condo, Sarasota Bay - Serenity Meets City Vibes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Brand New Rental - Your home away from home in the Heart of Sarasota. This 890-square-foot haven is perfect for couples ...
From $303 per night (USD)VRBO
- From $154 per night (USD)
Expedia
Serene pool home in the exclusive Heritage Oaks Golf & Country Club - Oak Water Escape
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Oak Water Escape, Professionally managed by Gulf Coast Vacation Rentals, your private lakefront oasis in the ...
From $154 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Two Bedroom at Bayside Gulf and Bay Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful 2-Bedroom, 2-Bath Townhome in Siesta Bayside Gulf & Bay Club Welcome to your perfect getaway at Siesta Bayside ...
From $275 per night (USD)VRBO
- From $204 per night (USD)
Expedia
NEW! Stunning Waterfront 1.5/2 at The Strand
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
Welcome to The Strand, where luxury waterfront living meets convenience and comfort. This rental unit features one bedr ...
From $204 per night (USD)Expedia
- From $202 per night (USD)
VRBO
Tranquil Florida Beach Style 2-bedroom 2 bathroom apartment condo with AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Discover this adorable 2-bedroom gem on historic Venice Island. This cozy condo features 1 queen bed, 1 twin bed, a slee ...
From $202 per night (USD)VRBO
- From $119 per night (USD)
VRBO
Modern Brand New Luxury Condo in Wellen Park Golf & Country Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in the heart of the prestigious Wellen Park Golf & Country Club, this brand-new 2-bedroom, 2-bath condo is your ...
From $119 per night (USD)VRBO
- From $213 per night (USD)
VRBO
Charming Venice FL 2-bed 2 bath apartment with AC pool & tennis court
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this serene 2-bedroom 2 bath condo in North Venice minutes from Historic Venice Downtown and Public Beach. Mak ...
From $213 per night (USD)VRBO
- From $243 per night (USD)
Expedia
Tranquil 3BR Getaway with Pool, Near Boca Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: 》Click '♡ Save' and plan your North Port escape in this serene family-friendly home! ✦ 3 cozy bedrooms, sleeps ...
From $243 per night (USD)Expedia
- From $286 per night (USD)
VRBO
Our House at the Beach W-102
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our House at the Beach W-102 by Tropical Sands Accommodations 1001 Beach Road, Siesta Key, Florida Welcome to Our H ...
From $286 per night (USD)VRBO
- From $133 per night (USD)
Expedia
Wellen Park Golf & Country Club Overlooks 10th Hole, Lake. 2 Golf Memberships
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fully-furnished 2-Bedroom, 2 Bath Condo with golf Membership Your experience starts with this beautifully appointed, 2 b ...
From $133 per night (USD)Expedia
- From $384 per night (USD)
VRBO
Gulf Breeze Hideaway🌴• near beach•heated pool•hot tub•carport• fenced yard•pets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to paradise at our charming vacation rental, ideally located close to the beach! Whether you’re looking to unwind ...
From $384 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Perfect Cozy Island Get-Away on Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience Siesta Key in this lovely island condo! Conveniently located above one of our island’s grocery stores, this 3 ...
From $357 per night (USD)Expedia
- From $224 per night (USD)
VRBO
Pool Home Near Manasota Key - Shark Tooth Hunting
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Come and unwind in this charming 2-bedroom, 3-bathroom pool home nestled on a peaceful cul-de-sac. This delightful resid ...
From $224 per night (USD)VRBO
- From $505 per night (USD)
Expedia
Perfect Cozy Island Get-Away on Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience Siesta Key in this lovely island condo! Conveniently located above one of our island’s grocery stores, this 3 ...
From $505 per night (USD)Expedia
- From $198 per night (USD)
VRBO
Charming 3-bedroom house in quaint Venice with heated pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located in Venice, enjoy what this 3-bedroom house has to offer. With 1 king bed, 1 queen bed, and 1 twin bed, guests ca ...
From $198 per night (USD)VRBO
- From $102 per night (USD)
Expedia
Charming tiny house with AC and WiFi in delightful Sarasota.Private and quiet.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Quiet. Sweet. Simple. Are you low maintenance and simply want a clean, quiet, private place to stay? The Chrysalis Cotta ...
From $102 per night (USD)Expedia
- From $322 per night (USD)
VRBO
Beautiful Canal Home on Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax in Paradise: Stunning 3-Bedroom, 2-Bathroom Canal-Front Home on Siesta Key Escape to the serene beauty of Siesta ...
From $322 per night (USD)VRBO
- From $261 per night (USD)
Expedia
Headline
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
La Siesta 421 is newly updated it is a desirable top-floor, corner condo that offers a luxurious beach vacation experien ...
From $261 per night (USD)Expedia
- Click For Pricing
VRBO
Newly Built Gulf Coast \"Immaculate Bright Home\"
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Get ready to relax in this 3-bedroom newly Built Gulf Coast home in North Port. With 2 king beds, 1 queen bed and a lana ...
Click For PricingVRBO
- From $288 per night (USD)
Expedia
Sarasota Home w/ Pool, Near Siesta Key Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This property has been previously listed on vacation platforms for over two years. My wife and I have recently acquired ...
From $288 per night (USD)Expedia
- From $309 per night (USD)
VRBO
Walk to Beach, Hot Tub, Entertainment, Great Spot!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Incredible location next to the South Siesta Bridge! Short walk over the bridge and you're at the Beach, Restaurants, Ba ...
From $309 per night (USD)VRBO
- From $170 per night (USD)
Expedia
2 Bdrm, 2 Bath Home in a quiet, deed restricted subdivision in Venice Florida.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This home is 5 minutes from Manasota Beach which is well known for amazing sunsets and an abundance of sharks teeth just ...
From $170 per night (USD)Expedia
- From $161 per night (USD)
VRBO
Beautiful park model located in Sarasota resort; close to award winning beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
PLEASE NOTE: LISTED RATES ARE FOR STAYS FOR 28 DAYS OR MORE. FOR STAYS LESS THAN THIS, PLEASE CONTACT ME FOR A QUOTE ...
From $161 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Charming cottage for 2 across warm mineral springs park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover this comfortable 1-bedroom in North Port. This charming cottage features a cozy queen bed, new mini split syste ...
From $150 per night (USD)Expedia
- From $150 per night (USD)
VRBO
#3 Small house walking distance to Warm Mineral Spring
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Small house near Warm Mineral Springs. Small 440 sq. f., but comfortable single cottage with full kitchen, shower, ...
From $150 per night (USD)VRBO
- From $150 per night (USD)
Expedia
#4 Charming cottage across of warm mineral springs great for 2 person
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This charming cottage is the perfect retreat for two guests seeking a tranquil getaway. It is walking distance to warm ...
From $150 per night (USD)Expedia
- From $152 per night (USD)
VRBO
Charming 2-bedroom condo in fantastic Wellen Park Golf & Country Club. \n\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wellen Park Golf and Country Club Arbor model 2nd floor 2-bedroom, 2-bath terrace condo. This is a professionally furni ...
From $152 per night (USD)VRBO
- From $211 per night (USD)
Expedia
Warm Waters Escape: Cozy 1-BR Apartment with AC, WiFi in Welcoming North Port
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This North Port apartment boasts 1 inviting bedroom with a cozy queen bed. The bathroom comes equipped with a hair dryer ...
From $211 per night (USD)Expedia
- From $317 per night (USD)
VRBO
Elegant and Spacious 3-bedroom house with Pool, in Venice, AC, WiFi, Lakefront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Gondola Drive is a stunning Lake Front house, with a large pool on the lake and all the amenities you will need to enjoy ...
From $317 per night (USD)VRBO
- From $382 per night (USD)
Expedia
Marvelous 2-bedroom condo with AC in Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the beauty of Siesta Key from this 2-bedroom condo. With a king bed and a queen bed, this brilliant property of ...
From $382 per night (USD)Expedia
- Click For Pricing
VRBO
Tropical Casa - 5-bd room house, lanai, 20min to beach, resort club house & pool
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Your home away from home in Sarasota with 5 bedrooms. This delightful house features 1 king bed, 1 queen bed, and 2 twin ...
Click For PricingVRBO
- From $271 per night (USD)
Expedia
Pool Home- 3BR 2BA House Near Beaches & all that Beautiful Venice as to offer!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this lovely pool house in Venice. This adorable property features 3 queen bedrooms and 2 bathrooms with showe ...
From $271 per night (USD)Expedia
- From $903 per night (USD)
VRBO
Pearl on the Bay | A breathtaking Pool & Bayfront property - an unparalleled vacation experience
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to Paradise at The Pearl on the Bay Indulge in the ultimate waterfront escape at The Pearl on the Bay, a breatht ...
From $903 per night (USD)VRBO
- From $304 per night (USD)
Expedia
Cozy, Relaxing Escape- Heated Pool, Mins to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Escape to the stunning 2BR 2BA retreat in the scenic and sunny Venice, FL. With its impressive indoor layout, o ...
From $304 per night (USD)Expedia
- From $209 per night (USD)
VRBO
Central, Spacious and Stylish 2BD, 2BTH Home and Garden, Stylish 2BD 2BTH on The Cultural Coast
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your perfect Sarasota escape! Our home is surrounded by lush gardens and directly faces a quiet park, making ...
From $209 per night (USD)VRBO
- From $262 per night (USD)
Expedia
New Listing- Walk to Siesta Key- Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Entire Townhouse in Sarasota, Florida *New furniture with updated photos coming soon Lovely 2 bedroom condo less than a ...
From $262 per night (USD)Expedia
- From $1006 per night (USD)
VRBO
3-bedroom, 3 bath condo in beautiful Longboat Key. Beachfront views w/ pool.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Unit #221S - Spacious & Upgraded 3-Bedroom Beachfront Condo on Longboat Key Experience the perfect blend of comfort and ...
From $1006 per night (USD)VRBO
- From $455 per night (USD)
Expedia
Beautiful beach house with heated pool, 1 mile to Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Your Perfect Family Beach Haven on Siesta Key: Discover the ultimate family getaway in this beautifully modernized beach ...
From $455 per night (USD)Expedia
- From $181 per night (USD)
VRBO
Charming 3-bedroom house with WiFi, AC in enjoyable Venice
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind in Venice at this lovely house. With 3 bedrooms including 1 king, 1 queen, and 2 twin bed, this amazing property ...
From $181 per night (USD)VRBO
- From $480 per night (USD)
Expedia
3-bedroom house in awesome Sarasota with WiFi, AC. Enjoy your stay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your cozy getaway awaits in Sarasota at this terrific house. With 3 bedrooms including 1 king, 1 queen, and 1 twin bed, ...
From $480 per night (USD)Expedia
- From $624 per night (USD)
VRBO
Escape to The Big Dipper: Siesta Key Canal Front Home with Pool & Private Dock!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
The Big Dipper by Siesta Key Luxury Rental Properties Home in Siesta Key, FL 34242 Experience the ultimate vacation a ...
From $624 per night (USD)VRBO
- From $690 per night (USD)
Expedia
LUXURIOUS VILLA WATERFRONT NEAR SIESTA KEY BEACH
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your private oasis in sunny Florida! Nestled along the serene Phillippi Creek, this stunning villa offers the ...
From $690 per night (USD)Expedia
- From $195 per night (USD)
VRBO
4 Mi to Historic Dtwn Venice: Home w/ Heated Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Pet Friendly w/ Fee | Gas Grill | Beach Chairs, Towels & Umbrella Make the most of your Sunshine State retreat with a s ...
From $195 per night (USD)VRBO
- From $254 per night (USD)
Expedia
NEW! Charming 3/3 Home near Payne Park and Legacy Trail
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your stay in this beautiful 3 bedroom, 3 bathroom home across 1,804 sq ft in the sought after Alta Vista neighborh ...
From $254 per night (USD)Expedia
- From $213 per night (USD)
VRBO
Midnight Cove 1-831
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: COME RELAX IN THIS 3RD FLOOR, FIRETHORN UNIT LOCATED IN MIDNIGHT COVE I, BAYSIDE. COMPLEX OFFERS 2 POOLS, BEA ...
From $213 per night (USD)VRBO
- From $174 per night (USD)
Expedia
Gulf of Mexico Direct Gulf View Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your perfect Gulf Coast getaway! This stunning 2-bedroom, 2-bathroom condo offers breathtaking, direct views ...
From $174 per night (USD)Expedia
- From $402 per night (USD)
VRBO
Lagoon-View Unit Steps from Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Escape to this beautiful 2-bedroom, 1.5-bath lagoon-view unit. - Accommodates up to 6 guests with a King Bed ...
From $402 per night (USD)VRBO
- From $130 per night (USD)
Expedia
6 Mi to Dtwn: Sarasota Apt w/ Patio & Fire Pit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Near Grocery Stores | Easy Access to I-75 | 7 Mi to Siesta Beach Watch your worries float away with Florida's coastal br ...
From $130 per night (USD)Expedia
- From $234 per night (USD)
VRBO
Cozy 1-bedroom mobile home with AC, WiFi in welcoming Sarasota at Sun Outdoors
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Sarasota, this Award Winning Resort at Sun Outdoors awaits you! You will find a beautiful remodeled unit wit ...
From $234 per night (USD)VRBO
- From $247 per night (USD)
Expedia
Near Golf Courses: Cozy Home in North Port!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Wheelchair Accessible | Dine Al Fresco | Close to Shopping & Dining Enjoy a memorable Sunshine State retreat with your ...
From $247 per night (USD)Expedia
- From $698 per night (USD)
VRBO
Beautiful A+ location 10 minutes to best beaches. Special monthly rate.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Beautifully landscaped pool home in one of the most exclusive neighborhoods in Sarasota. Updated 3 bedroom plus office a ...
From $698 per night (USD)VRBO
- From $331 per night (USD)
Expedia
Private Lanai | Shared Pool | Brand-New Rental by Top-Rated Host | Siesta Villa Whispering Palms
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Whispering Palms: Your Siesta Key Villa Escape! New listing, but experienced hosts dedicated to exceptional h ...
From $331 per night (USD)Expedia
- From $206 per night (USD)
VRBO
4 Mi to Warm Mineral Springs: Canal-Front Getaway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Dog Friendly w/ Fee | Private Dock | 15 Mi to Punta Gorda Get the most out of your next Southwest Florida retreat when ...
From $206 per night (USD)VRBO
- From $1263 per night (USD)
Expedia
Luxury Beachfront Condo in Siesta Key with Private Cabana & Rooftop Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Indulge in the pinnacle of luxury at Seabatical, a brand new beachfront condo on the stunning Siesta Key Beach. This exq ...
From $1263 per night (USD)Expedia
- From $374 per night (USD)
VRBO
La Mia Casa II
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Your own private resort with a beautiful beach atmosphere, ensuring endless fun.Make yourself at home in this delightful ...
From $374 per night (USD)VRBO
- From $565 per night (USD)
Expedia
New Contruction Modern Outdoor Oasis Prime Location
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Arlington Oak House, a stunning modern retreat in the heart of Sarasota's charming Arlington Park neighborhoo ...
From $565 per night (USD)Expedia
- From $680 per night (USD)
VRBO
Modern Beauty for Family Gatherings
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Welcome to your ultimate Sarasota getaway! This stunning, modern 6-bedroom, 4.5-bath home is designed for comfort and st ...
From $680 per night (USD)VRBO
- From $688 per night (USD)
Expedia
2440 Arlington Park Luxury House
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Welcome to 2440 Floyd Street, a stunning, modern retreat in the heart of Sarasota. This spacious 6-bedroom, 4.5-bathroom ...
From $688 per night (USD)Expedia
- From $689 per night (USD)
VRBO
Arlington Park Luxury House
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Welcome to 2430 Floyd Street, a stunning modern retreat in Sarasota's historic Arlington Park neighborhood. This 6-bedro ...
From $689 per night (USD)VRBO
- From $284 per night (USD)
Expedia
Charming 3-bedroom house with Pool in serene Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Make yourself at home in this 3-bedroom Sarasota retreat. Marvelous house with 2 queen beds and 1 full bed, AC, WiFi, an ...
From $284 per night (USD)Expedia
- From $99 per night (USD)
VRBO
Serene Sarasota Luxe Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Unwind in this beautifully designed master suite featuring a private entrance, a luxurious bathroom with a soaking tub, ...
From $99 per night (USD)VRBO
- From $194 per night (USD)
Expedia
Charming 2-bedroom house with POOL in delightful Nokomis-ONLY 3 MILES FROM BEACH
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Nokomis, this delightful house offers 2 cozy bedrooms with a king and queen bed, perfect for a small group of ...
From $194 per night (USD)Expedia
- From $291 per night (USD)
VRBO
Charming 2-bedroom house on Gorgeous Venice Island!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming 2-Bedroom Cottage on Beautiful Venice Island Welcome to your cozy retreat on Venice Island! This quaint 2-bedr ...
From $291 per night (USD)VRBO
- From $100 per night (USD)
Expedia
Venice Island 2 bedroom condo with WiFi, AC, pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located on Venice island, enjoy what this ground floor 2-bedroom/ 1 bathroom condo has to offer. Each bedroom has a quee ...
From $100 per night (USD)Expedia
- From $288 per night (USD)
VRBO
Anchorage 206 in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium completely renovated with new f ...
From $288 per night (USD)VRBO
- From $383 per night (USD)
Expedia
Breezemont Bungalow | Private pool, Hot tub + Sauna
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
BNB Breeze Presents: Breezemont Bungalow! Experience this stunning Sarasota home that perfectly blends comfort and luxur ...
From $383 per night (USD)Expedia
- From $1676 per night (USD)
VRBO
New-Private Beach Access-Pool Bar/Volleyball & Foosball-Rooftop-Gulf Views
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $1676 per night (USD)VRBO
- From $1682 per night (USD)
Expedia
New-Private Beach Access-Rock Wall-Zip Line & Waterslide-Rooftop-Gulf Views
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $1682 per night (USD)Expedia
- From $2064 per night (USD)
VRBO
Between the Waves: Large Siesta Key Rental with Pool, Waterslide, & Rooftop Deck
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 17
Welcome to Between the Waves, a beautifully designed new construction vacation rental perfect for larger families or gro ...
From $2064 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Great Siesta Key Location! Short Walk to the Beach, Shopping & Dining and more! VH302B
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
2 bedroom updated condo at Vista Hermosa located on the quieter Southern end of Siesta Key. Just a short walk to the bea ...
From $165 per night (USD)Expedia
- From $292 per night (USD)
VRBO
Bayfront Siesta Key Townhome on south end of Siesta Key
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Newly Updated Bayfront Townhome – Siesta Key Enjoy waterfront living in this newly updated townhome at Siesta Bayside ...
From $292 per night (USD)VRBO
- From $142 per night (USD)
Expedia
Cozy 1-bedroom with WiFi and AC in charming Englewood
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located in Englewood, this 1-bedroom building offers a wonderful stay for guests. With a cozy full bed in the bedroom an ...
From $142 per night (USD)Expedia
- From $540 per night (USD)
VRBO
Bella Vista Uptown~Rooftop Hot Tub~10min to Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: This 4-bedroom home is in a prime location and has everything you need for an amazing vacation in Sarasota, Flo ...
From $540 per night (USD)VRBO
- From $238 per night (USD)
VRBO
Sarasota 3BR Home With Heated Pool & Large Yard
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Get ready to smile as you enter this home in the sought-after Arlington Park neighborhood of Sarasota! This unique 3-bed ...
From $238 per night (USD)VRBO
- From $247 per night (USD)
VRBO
Charming 2-bedroom with WiFi and AC in Englewood
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This brilliant building in Englewood offers a tranquil escape for guests. With 2 cozy bedrooms featuring a queen and 2 t ...
From $247 per night (USD)VRBO
- From $428 per night (USD)
Expedia
Beautiful Lake View Condo Near Siesta Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Spacious lake view, 2-bedroom, 2-bath home on Siesta Key! Our townhouse is a spacious condo located on the second floor, ...
From $428 per night (USD)Expedia
- From $361 per night (USD)
VRBO
Stylish Gulf Gate Retreat w/ Private Pool Near Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your perfect Sarasota getaway! This stunning 2-bedroom, 2-bathroom vacation home is located in the desirable ...
From $361 per night (USD)VRBO
- From $171 per night (USD)
Expedia
Charming 1-bedroom apartment with WiFi, AC in delightful Venice
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to this charming apartment in Venice. This cozy retreat features a serene bedroom with a comfortable king bed an ...
From $171 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Sunset Paradise Condo on private beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy ocean front living at this gorgeous condo with private beach. Warm island-inspired colors and custom furnishings. ...
From $260 per night (USD)VRBO
- From $488 per night (USD)
Expedia
Luxury Summer Retreat. Spacious 3-bedroom with salt water pool & spa in Sarasota
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Luxury Summer Retreat – Private Oasis with Resort-Style Amenities (Available for Multi-Month Rental) Escape to your pri ...
From $488 per night (USD)Expedia
- From $1584 per night (USD)
VRBO
Walk to the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Walk to the beach. We offer 2 bedrooms, family room, full kitchen, bathroom, laundry room pool and patio, free parking. ...
From $1584 per night (USD)VRBO
- From $156 per night (USD)
Expedia
Coastal Living at Its Finest
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to Beach Harbor Club on Longboat Key, where unforgettable experiences await! Start your day with a sunrise over ...
From $156 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Charming 3bd West of Trail House: Pool, Big Yard, AC&WiFi. Great Monthly option!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Walk out of your bedroom, dining and living room to a lush backyard pool oasis with multiple french doors to the beautif ...
From $405 per night (USD)VRBO
- From $841 per night (USD)
Expedia
Luxury Waterfront Home in Sarasota
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to coastal elegance in Sarasota! - Stunning 4-bed, 4-bath pool home - Gourmet kitchen with Italian ...
From $841 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Lovely home in gated Sarasota resort community; has pool fitness center and more
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Get ready to relax in this 1-bedroom, 1 bath home which comes equipped with a washer/dryer, iron, High speed WiFi, and a ...
From $207 per night (USD)VRBO
- From $639 per night (USD)
Expedia
Beachplace 8-603 by FGC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
COMING SOON Experience Coastal Elegance at Beachplace Penthouse Welcome to Your Dream Beachfront Retreat! Discover th ...
From $639 per night (USD)Expedia
- From $352 per night (USD)
VRBO
Cottage near Venice Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Vacation Home to getaway from the city life, and enjoy amazing nature at this amazing resort including heated pool, hot ...
From $352 per night (USD)VRBO
- From $151 per night (USD)
Expedia
2 Bedroom Beach View Condo by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to paradise in this newly renovated 2-bedroom, 2-bathroom beachfront condo at Seaplace on Longboat Key, managed b ...
From $151 per night (USD)Expedia
- From $236 per night (USD)
VRBO
Awesome Location Home in Venice...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3-bedroom house is perfect for your escape to Venice. With 1 king bed and 2 queen beds, guests will find the accomm ...
From $236 per night (USD)VRBO
- From $197 per night (USD)
Expedia
2 Bedroom townhome Seaplace by FGC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
NEW LISTING. This home located in the sought after Seaplace community has a very personal feel to it and the beach is st ...
From $197 per night (USD)Expedia
- From $311 per night (USD)
VRBO
Full Beach View 2 Bedroom Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
** Welcome to our beachfront Longboat Key condo! If you’re looking for a special two-bedroom, two-bathroom retreat wit ...
From $311 per night (USD)VRBO
- From $332 per night (USD)
Expedia
The Pierre 507 by FGC
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
2 bedroom + Den and 3 bathrooms with views of the Beach of Longboat Key. Prestigious entrance to the Pierre through the ...
From $332 per night (USD)Expedia
- From $209 per night (USD)
VRBO
Beachplace 3 - 302 by FGC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Exquisite beach and Gulf view unit on the 3rd floor of building 3. Beautifully appointed 2 bedroom, 2 bath unit with m ...
From $209 per night (USD)VRBO
- From $206 per night (USD)
Expedia
Beachplace 3 - 503 by FGC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful beachfront unit on the 5th floor with pool view and partial Gulf. Beautifully appointed 2 bedroom, 2 bath uni ...
From $206 per night (USD)Expedia